TW199164B - - Google Patents
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- Publication number
- TW199164B TW199164B TW079108909A TW79108909A TW199164B TW 199164 B TW199164 B TW 199164B TW 079108909 A TW079108909 A TW 079108909A TW 79108909 A TW79108909 A TW 79108909A TW 199164 B TW199164 B TW 199164B
- Authority
- TW
- Taiwan
- Prior art keywords
- crystals
- crystal
- imidazoline
- anhydrous
- monohydrate
- Prior art date
Links
- 239000013078 crystal Substances 0.000 claims abstract description 79
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 37
- 238000010521 absorption reaction Methods 0.000 claims abstract description 9
- 238000001159 Fisher's combined probability test Methods 0.000 claims abstract description 6
- 238000002360 preparation method Methods 0.000 claims abstract description 5
- 238000002329 infrared spectrum Methods 0.000 claims abstract description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract 7
- 229940049964 oleate Drugs 0.000 claims abstract 3
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims description 20
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 20
- 238000004519 manufacturing process Methods 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 9
- 238000002425 crystallisation Methods 0.000 claims description 7
- 230000008025 crystallization Effects 0.000 claims description 7
- 238000011049 filling Methods 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- FBMWYZZRSWZLDZ-UHFFFAOYSA-N 4,5-dihydro-1h-imidazol-1-ium;hydroxide Chemical compound O.C1CN=CN1 FBMWYZZRSWZLDZ-UHFFFAOYSA-N 0.000 claims description 3
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims 3
- 239000007864 aqueous solution Substances 0.000 claims 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 5
- 230000001506 immunosuppresive effect Effects 0.000 abstract description 2
- 150000004682 monohydrates Chemical class 0.000 description 17
- 238000003756 stirring Methods 0.000 description 9
- -1 pyrazol-5-oleic acid ester Chemical class 0.000 description 7
- 238000009835 boiling Methods 0.000 description 6
- 238000000855 fermentation Methods 0.000 description 6
- 230000004151 fermentation Effects 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 238000002835 absorbance Methods 0.000 description 4
- 238000003973 irrigation Methods 0.000 description 4
- 230000002262 irrigation Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 208000004350 Strabismus Diseases 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- XSXJQRKDOOYARU-UHFFFAOYSA-N 1h-1,2-benzodiazepine;hydrate Chemical compound O.N1N=CC=CC2=CC=CC=C12 XSXJQRKDOOYARU-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 229910052693 Europium Inorganic materials 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- HZQDCMWJEBCWBR-UUOKFMHZSA-N Mizoribine Chemical compound OC1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 HZQDCMWJEBCWBR-UUOKFMHZSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 2
- 206010041235 Snoring Diseases 0.000 description 2
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 229950000844 mizoribine Drugs 0.000 description 2
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- AAUVDBXVOCZUHP-UHFFFAOYSA-N 1,3-thiazolidine;hydrate Chemical compound O.C1CSCN1 AAUVDBXVOCZUHP-UHFFFAOYSA-N 0.000 description 1
- QUOZWMJFTQUXON-UHFFFAOYSA-N Androsin Natural products COC1=CC(C(C)=O)=CC=C1OC1C(O)C(O)C(O)C(CO)O1 QUOZWMJFTQUXON-UHFFFAOYSA-N 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- 241001331845 Equus asinus x caballus Species 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 208000032140 Sleepiness Diseases 0.000 description 1
- 206010041349 Somnolence Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229960005437 etoperidone Drugs 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000007935 oral tablet Substances 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 230000037321 sleepiness Effects 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 235000021404 traditional food Nutrition 0.000 description 1
- 238000012549 training Methods 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/052—Imidazole radicals
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/911—Microorganisms using fungi
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1291078A JPH0615556B2 (ja) | 1989-11-10 | 1989-11-10 | ４―カルバモイル―１―β―Ｄ―リボフラノシル―イミダゾリウム―５―オレイト無水結晶 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW199164B true TW199164B (enExample) | 1993-02-01 |
Family
ID=17764149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW079108909A TW199164B (enExample) | 1989-11-10 | 1990-10-22 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5442051A (enExample) |
| EP (1) | EP0428879B1 (enExample) |
| JP (1) | JPH0615556B2 (enExample) |
| KR (1) | KR960003618B1 (enExample) |
| AT (1) | ATE135364T1 (enExample) |
| AU (1) | AU631256B2 (enExample) |
| CA (1) | CA2028416C (enExample) |
| DE (1) | DE69025859T2 (enExample) |
| IE (1) | IE62718B1 (enExample) |
| NZ (1) | NZ235899A (enExample) |
| TW (1) | TW199164B (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI275394B (en) * | 2000-01-26 | 2007-03-11 | Asahi Chemical Corp | Mizoribin tablet improved with color tone change |
| JP4818994B2 (ja) * | 2000-01-26 | 2011-11-16 | 旭化成ファーマ株式会社 | 色調変化の改善されたミゾリビン錠剤 |
| JP2001300293A (ja) * | 2000-04-25 | 2001-10-30 | Nipro Corp | 無機無水物または有機無水物の製造法 |
| CN103450300B (zh) * | 2013-09-12 | 2015-10-28 | 华北制药集团新药研究开发有限责任公司 | 一种咪唑立宾的提纯方法 |
| US11365170B2 (en) | 2018-07-13 | 2022-06-21 | Kyowa Hakko Bio Co., Ltd. | Non-solvate crystal of eucomic acid and method for producing same |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3888843A (en) * | 1973-06-12 | 1975-06-10 | Toyo Jozo Kk | 4-carbamoyl-1-' -d-ribofuranosylimidazolium-5-olate |
| JPS5652038B2 (enExample) * | 1974-03-09 | 1981-12-09 | ||
| JPS511693A (en) * | 1974-06-21 | 1976-01-08 | Toyo Jozo Kk | 44 karubamoiru 11 beetaa dd ribofuranoshiiru imidazoriumu 55 oreitonoseizoho |
| JPS606634B2 (ja) * | 1981-07-16 | 1985-02-19 | キッコーマン株式会社 | サイクリツク−３′，５′−グアニル酸の製造法 |
| FI904694A0 (fi) * | 1989-01-24 | 1990-09-24 | Gensia Pharma | Foerfarande och foereningar foer ingivning av aica-ribosiden och saenkning av glukos i blodet. |
| IL99124A (en) * | 1990-08-10 | 1998-02-22 | Gensia Pharma | Substituted imidazole analogs of aica riboside |
-
1989
- 1989-11-10 JP JP1291078A patent/JPH0615556B2/ja not_active Expired - Lifetime
-
1990
- 1990-10-22 TW TW079108909A patent/TW199164B/zh active
- 1990-10-22 DE DE69025859T patent/DE69025859T2/de not_active Expired - Lifetime
- 1990-10-22 AT AT90120255T patent/ATE135364T1/de not_active IP Right Cessation
- 1990-10-22 EP EP90120255A patent/EP0428879B1/en not_active Expired - Lifetime
- 1990-10-23 CA CA002028416A patent/CA2028416C/en not_active Expired - Lifetime
- 1990-10-24 AU AU64939/90A patent/AU631256B2/en not_active Expired
- 1990-10-24 IE IE381790A patent/IE62718B1/en not_active IP Right Cessation
- 1990-10-25 KR KR1019900017154A patent/KR960003618B1/ko not_active Expired - Lifetime
- 1990-10-30 NZ NZ235899A patent/NZ235899A/en unknown
-
1994
- 1994-04-21 US US08/231,011 patent/US5442051A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| AU6493990A (en) | 1991-05-16 |
| AU631256B2 (en) | 1992-11-19 |
| US5442051A (en) | 1995-08-15 |
| CA2028416C (en) | 1999-09-07 |
| NZ235899A (en) | 1991-12-23 |
| EP0428879A3 (en) | 1991-08-07 |
| JPH03157393A (ja) | 1991-07-05 |
| IE903817A1 (en) | 1991-05-22 |
| JPH0615556B2 (ja) | 1994-03-02 |
| DE69025859D1 (de) | 1996-04-18 |
| IE62718B1 (en) | 1995-02-22 |
| ATE135364T1 (de) | 1996-03-15 |
| EP0428879B1 (en) | 1996-03-13 |
| EP0428879A2 (en) | 1991-05-29 |
| KR910009723A (ko) | 1991-06-28 |
| DE69025859T2 (de) | 1996-10-31 |
| KR960003618B1 (ko) | 1996-03-20 |
| CA2028416A1 (en) | 1991-05-11 |
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